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Q.25.

Expert-verified
Organic Chemistry
Found in: Page 128

Short Answer

Question: Draw the structure for each compound using wedges and dashed wedges.

  1. cis-1,2-dimethylcyclopropane
  2. trans-1-ethyl-2-methylcyclopentane

Answer

The following is the structure of compounds using wedges and dashed wedges:

a.

cis-1,2-dimethylcyclopropane

cis-1,2 dimethyl cyclopropane

b.

trans-1-ethyl-2-methylcyclopentane

trans-1-ethyl-2-methylcyclopentane

See the step by step solution

Step by Step Solution

Step 1: Meaning of wedges and dashed wedges

Wedges and dashed wedges are used to represent the structures of stereoisomers. Stereoisomers are compounds with the same molecular formula but different three-dimensional arrangement of their atoms.

  • The wedges are used to represent the groups in a compound that are present above the plane of the paper.
  • The dashed wedges are used to represent the attached groups below the plane of the molecule.

Step 2: Identification of cis and trans isomers

In the case of cis isomers, both functional groups are present on the same side of the molecule. On the other hand, in the case of trans isomers, both functional groups are present on the opposite sides of the molecular plane.

Step 3: Structure of given compounds using wedges and dashed wedges

a. cis-1,2-dimethylcyclopropane

In the structure of cis-1,2, -dimethyl cyclopropane, both methyl groups are present on the same side of the molecule, as shown in the following structures. Dashed wedges imply that both methyl groups are present below the plane of the molecule.

The wedges indicate the presence of both methyl groups above the plane of the molecule, as shown in the following structures.

Cis-1,2-dimethylcyclopropane

Cis-1,2 dimethyl cyclopropane

b. trans-1-ethyl-2-methylcyclopentane

In the trans structure, both alkyl groups are present on the opposite side of the molecule. One of the alkyl groups will be above the plane, and the other will be below the plane, as shown in the following structures:

trans-1-ethyl-2-methylcyclopentane

trans-1-ethyl-2-methylcyclopentane

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